Guo, Huadong et al. published their research in Inorganica Chimica Acta in 2021 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Application In Synthesis of Pyridin-4-ol

Lanthanide post-functionalized UiO-67 type metal-organic frameworks for tunable light-emission and stable multi-sensors in aqueous media was written by Guo, Huadong;Wang, Fengyuan;Ma, Ruidan;Zhang, Min;Fu, Lianshe;Zhou, Ting;Liu, Shuang;Guo, Xianmin. And the article was included in Inorganica Chimica Acta in 2021.Application In Synthesis of Pyridin-4-ol This article mentions the following:

As well known, Zr-based UiO-type MOFs exhibit extraordinary high thermal and chem. stability, making them excellent candidates for new kinds of host materials. In this work, A UiO-67 type MOF (UiO-67-PO) has been successfully synthesized based on a lanthanide-affinity pyridin-4(1H)-one decorated dicarboxylate ligand. Post-functionalization with Tb3+ and Eu3+ (Tb1-x/Eux@UiO-67-PO, x = 0 to 1.0) afforded tunable green ↔ yellow ↔ red light-emitting materials. Tb@UiO-67-PO shows strong luminescence and water stability, which can be served as an efficient multi-sensor for detection of aniline, Cr2O2-7 and Fe3+ ions in aqueous solution with low detection limit of 60.11, 0.33 and 12.69 μM, resp. This study displays the advantages of combining luminescent lanthanide ions with robust UiO-type MOFs in tuning the fluorescence and sensing performance. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Application In Synthesis of Pyridin-4-ol).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Application In Synthesis of Pyridin-4-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Agarwal, Rashmi A. et al. published their research in Polyhedron in 2020 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Application In Synthesis of Pyridin-4-ol

Selective CO2 adsorption and Lewis acid catalytic activity towards naphthimidazole synthesis by a Zn-MOF was written by Agarwal, Rashmi A.;De, Dinesh. And the article was included in Polyhedron in 2020.Application In Synthesis of Pyridin-4-ol This article mentions the following:

A two-fold interpenetrated, three dimensional Zn-based porous MOF, {[Zn(BPBA)Cl]·5H2O}n (1) [BPBA = 3,5-bis-(4-oxo-4H-pyridin-1-yl)-benzoate], has been synthesized at high temperature under solvothermal conditions by the in situ acidic hydrolysis of the tripodal ligand 3,5-bis-(4-oxo-4H-pyridin-1-yl)-benzonitrile (BPBN). The de-solvated MOF exhibited selective CO2 adsorption at 195 K and 1 bar pressure over N2 and H2. Interestingly, the four coordinated Zn(II) sites in the MOF exhibited high Lewis acidic heterogeneous catalytic activity for the synthesis of naphthimidazole in excellent yield without pre-activation of the MOF. The Zn(II) sites could directly coordinate to the substrate to catalyze the chem. transformation by an expansion of the coordination number The π-π supramol. interactions between the aromatic rings of the framework and the substrate mol. might help in the substrate activation. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Application In Synthesis of Pyridin-4-ol).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Application In Synthesis of Pyridin-4-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tang, Xuejiao et al. published their research in Chinese Chemical Letters in 2022 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.COA of Formula: C5H5NO

Convenient and efficient access to tri- and tetra-substituted 4-fluoropyridines via a [3+2]/[2+1] cyclization reaction was written by Tang, Xuejiao;Liu, Kun;Qu, Zeming;Zhan, Junyan;Zhu, Rukui;Teng, Fan;Meng, Lili;Huang, Yanmin;Huang, Chusheng;He, Yimiao;Zhu, Qiang. And the article was included in Chinese Chemical Letters in 2022.COA of Formula: C5H5NO This article mentions the following:

A [3 + 2]/[2 + 1] cycloaddition reaction of gem-difluorocyclopropenes was presented, offering a mild and efficient approach to accessing tri- and tetra-substituted 4-fluoropyridines I [R = Ph, 2-MeC6H4, 6-quinolinyl, etc.; X = COOMe, COOEt, COOBn, etc.] in moderate to good yields with excellent regioselectivity. Multiple synthetic applications, including process-scale reactions, modification of bioactive mols., derivatization reactions and synthesis of the analog of the PKM2 modulator, were subsequently described. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2COA of Formula: C5H5NO).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.COA of Formula: C5H5NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Huang, Yuanxing et al. published their research in Separation and Purification Technology in 2019 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Reference of 626-64-2

Catalytic ozonation of organic contaminants in petrochemical wastewater with iron-nickel foam as catalyst was written by Huang, Yuanxing;Luo, Mengyu;Xu, Zhihua;Zhang, Daofang;Li, Liang. And the article was included in Separation and Purification Technology in 2019.Reference of 626-64-2 This article mentions the following:

This work investigated the removal of organic contaminants in actual petrochem. wastewater by catalytic ozonation with iron-nickel foam as catalyst. Under different conditions, the DOC removal percentages ranged from 40% to 61%, the sCOD removals were from 73% to 96% in the reaction time of 120 min. Two thirds of the 66 detected organic compounds disappeared in the treated wastewater. The biodegradability of the petrochem. wastewater was greatly improved after catalytic ozonation. TP, TN, NO3-N, Cl and some heavy metals in the petrochem. wastewater were also removed to some extent. The influence of pH and initial organic matter concentration on the performance of catalytic ozonation was limited. Increase of aqueous ozone concentration and catalyst dosage was advantageous for organic contaminants removal. The probable mechanism of catalytic ozonation was proposed as that the iron-nickel foam was oxidized by ozone into the mixture of oxides, hydroxides, and hydroxyoxides. On one hand, the hydroxyl groups on the catalyst surface motivated the formation of ·OH. On the other hand, the electrons transferred among different valences of transition metals facilitated the decomposition of ozone. The generated ·OH diffused into bulk solution, working together with ozone to degrade the organic contaminants. From theor. modeling, the residue ozone in the off gas can be reduced from 98% to 11% by using iron-nickel foam as the catalyst. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Reference of 626-64-2).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Reference of 626-64-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hassoun, Ammar et al. published their research in Monatshefte fuer Chemie in 2020 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of Pyridin-4-ol

Synthesis of novel photoluminescent pyridinium-betaine-type molecules was written by Hassoun, Ammar;Benchohra, Amina;Khaled, Omar;Seghouane, Dalila;Moussa, Jamal. And the article was included in Monatshefte fuer Chemie in 2020.Safety of Pyridin-4-ol This article mentions the following:

A series of pyridinium-betaine-like mols. has been reported; one family of mols. is built with a benzimidazole core and a second one with a pyrimidine moiety. The title compounds were prepared by mixing 2-chlorobenzimidazole or 2-bromopyrimidine with the corresponding pyridines (pyridine, 4-tert-butylpyridine, 4-hydroxypyridine, potassium pyridine-4-trifluoroborate, 4-dimethylaminopyridine) in acetonitrile or DMSO at high temperatures The novel compounds were characterized by spectroscopic methods. The UV-Vis and fluorescence features are reported as well. Preliminary photoluminescence results showed broadband emissions as common feature ascribed to the compounds containing benzimidazole ring. Some of the spectra nearly span over the whole visible spectral range, which pave the way to real opportunities to design single-component panchromatic emitters. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Safety of Pyridin-4-ol).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of Pyridin-4-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Prusty, Namrata et al. published their research in Organic Letters in 2022 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Product Details of 626-64-2

Switching the Reactivity of the Nickel-Catalyzed Reaction of 2-Pyridones with Alkynes: Easy Access to Polyaryl/Polyalkyl Quinolinones was written by Prusty, Namrata;Mohanty, Smruti Ranjan;Banjare, Shyam Kumar;Nanda, Tanmayee;Ravikumar, Ponneri C.. And the article was included in Organic Letters in 2022.Product Details of 626-64-2 This article mentions the following:

A Ni-catalyzed C6 followed by C5 cascade C-H activation/[2 + 2 + 2] annulation of 2-pyridone with alkynes has been achieved. A change in the reaction pathway was achieved by tuning the reaction conditions and incorporating a directing group. A wide variety of substrates and alkynes are amenable to this transformation. The key to success for this transformation is the use of sodium iodide as an additive. More importantly, authors detected the five-membered metallacycle intermediate through HRMS wherein iodide is ligated to the metal. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Product Details of 626-64-2).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Product Details of 626-64-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lempart, Anna et al. published their research in Desalination and Water Treatment in 2020 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Application of 626-64-2

Studies on the nicotine degradation in swimming pool water was written by Lempart, Anna;Kudlek, Edyta;Dudziak, Mariusz. And the article was included in Desalination and Water Treatment in 2020.Application of 626-64-2 This article mentions the following:

The presented research assumes the implementation of exptl. studies on the degradation, removal, and transformation of nicotine during processes that occur in swimming pool systems, including chlorination, UV radiation, and ozonation. Nicotine decomposition byproducts during these processes have been also identified. The research has documented that nicotine in contact with sodium hypochlorite undergoes degradation that efficiency depends on the contact time, chlorine dose, and type of water matrix. The decrease of nicotine concentration over the time of UV radiation was observed It achieved about 30% removal rate after 60 min. The effect of the type of aqueous matrix was not as significant in the case of UV irradiation and ozonation as in the chlorination process. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Application of 626-64-2).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Application of 626-64-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Subha, M. et al. published their research in Journal of Molecular Structure in 2019 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.HPLC of Formula: 626-64-2

The effect of malonic acid on the physico-chemical characterisation of 4-hydroxy pyridine: A new third order NLO single crystal was written by Subha, M.;Anitha, K.;Jauhar, ROMU.. And the article was included in Journal of Molecular Structure in 2019.HPLC of Formula: 626-64-2 This article mentions the following:

The proton transfer complex of 4-hydroxy pyridinium H malonate (4HPMA) single crystal was grown successfully by slow evaporation solution growth technique (SEST) at ambient temperature Cell parameters and crystal structure of 4HPMA were determined by single crystal x-ray diffraction (SCXRD) method. The UV-visible absorption spectrum reveals that 4HPMA grown crystal exhibits 70% optical transparency at 300-850 nm. Photoluminescence study suggests as-grown crystal has violet emission nature. FTIR and Raman spectral anal. were used to identify the presence of various functional groups. 1H and 13C NMR spectral analyses were used to identify the presence of proton and C. Thermal behavior of grown crystal was identified by Thermogravimetric (TGA) and Differential thermogravimetric analyses (DTA). Third-order nonlinear optical studies were evaluated with nonlinear refractive index (n2), nonlinear absorption coefficient (β) and 3rd-order nonlinear optical susceptibility χ(3) of the grown crystal. Hirshfeld surface analyses were used to predict the existence of all intermol. interactions. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2HPLC of Formula: 626-64-2).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.HPLC of Formula: 626-64-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tsutsumi, Hiroyuki et al. published their research in Chemical & Pharmaceutical Bulletin in 2019 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Computed Properties of C5H5NO

Molecular capture using the precipitate of creaming-down by (-)-epigallocatechin-3-O-gallate was written by Tsutsumi, Hiroyuki;Sato, Ayano;Fujino, Satoru;Fujioka, Yusuke;Ishizu, Takashi. And the article was included in Chemical & Pharmaceutical Bulletin in 2019.Computed Properties of C5H5NO This article mentions the following:

An aqueous solution of equimol. amounts of 2-chloropyrimidine and (-)-epigallocatechin 3-O-gallate (EGCg) afforded a colorless block crystal, which was determined to be a 2 : 2 complex of 2-chloropyrimidine and EGCg by X-ray crystallog. anal. The 2 : 2 complex was formed by the cooperative effect of three intermol. interactions, π-π and CH-π interactions, and intermol. hydrogen bonds. Upon formation of the 2 : 2 complex, a 2-chloropyrimidine mol. was captured by a hydrophobic space formed by the three aromatic rings of A, B, and B’ rings of two EGCg mols. The mol. capture abilities of various heterocyclic compounds using EGCg were evaluated by ratio of the heterocyclic compounds included in the precipitates of complex of EGCg to the heterocyclic compounds used. The amount of the heterocyclic compounds was measured by an integrated value of corresponding proton signals in the quant. 1H-NMR spectrum. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Computed Properties of C5H5NO).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Computed Properties of C5H5NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rabal, Obdulia et al. published their research in ACS Chemical Neuroscience in 2019 | CAS: 626-64-2

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Electric Literature of C5H5NO

Multitarget Approach for the Treatment of Alzheimer’s Disease: Inhibition of Phosphodiesterase 9 (PDE9) and Histone Deacetylases (HDACs) Covering Diverse Selectivity Profiles was written by Rabal, Obdulia;Sanchez-Arias, Juan A.;Cuadrado-Tejedor, Mar;de Miguel, Irene;Perez-Gonzalez, Marta;Garcia-Barroso, Carolina;Ugarte, Ana;Estella-Hermoso de Mendoza, Ander;Saez, Elena;Espelosin, Maria;Ursua, Susana;Tan, Haizhong;Wu, Wei;Xu, Musheng;Pineda-Lucena, Antonio;Garcia-Osta, Ana;Oyarzabal, Julen. And the article was included in ACS Chemical Neuroscience in 2019.Electric Literature of C5H5NO This article mentions the following:

Here, we present a series of dual-target phosphodiesterase 9 (PDE9) and histone deacetylase (HDAC) inhibitors devised as pharmacol. tool compounds for assessing the implications of these two targets in Alzheimer’s disease (AD). These novel inhibitors were designed taking into account the key pharmacophoric features of known selective PDE9 inhibitors as well as privileged chem. structures, bearing zinc binding groups (hydroxamic acids and ortho-amino anilides) that hit HDAC targets. These substituents were selected according to rational criteria and previous knowledge from our group to explore diverse HDAC selectivity profiles (pan-HDAC, HDAC6 selective, and class I selective) that were confirmed in biochem. screens. Their functional response in inducing acetylation of histone and tubulin and phosphorylation of cAMP response element binding (CREB) was measured as a requisite for further progression into complete in vitro absorption, distribution, metabolism and excretion (ADME) and in vivo brain penetration profiling. Compound 31b, a selective HDAC6 inhibitor with acceptable brain permeability, was chosen for assessing in vivo efficacy of these first-in-class inhibitors, as well as studying their mode of action (MoA). In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Electric Literature of C5H5NO).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Electric Literature of C5H5NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem